A new series of sulfur, selenium and tellurium peptidomimetic compounds was prepared employing th... more A new series of sulfur, selenium and tellurium peptidomimetic compounds was prepared employing the Passerini and Ugi isocyanide based multicomponent reactions (IMCRs). These reactions were clearly superior to conventional methods traditionally used for organoselenium and organotellurium synthesis, such as classical nucleophilic substitution and coupling methods. From the biological point of view, these compounds are of considerable interest because of suspected anticancer and antimicrobial activities. While the sulfur and selenium containing compounds generally did not show either anticancer or anti-microbial activities, their tellurium based counterparts frequently exhibited antimicrobial activity and were also cytotoxic. Some of the compounds synthesized even showed selective activity against certain cancer cells in cell culture. These compounds induced a cell cycle delay in the G0/G1 phase. At closer inspection, the ER and the actin cytoskeleton appeared to be the primary cellular targets of these tellu-rium compounds, in line with some of our previous studies. As most of these peptidomimetic compounds also comply with Lipinski's Rule of Five, they promise good bioavailability, which needs to be studied as part of future investigations.
Various human illnesses, including several types of cancer and infectious diseases, are related t... more Various human illnesses, including several types of cancer and infectious diseases, are related to changes in the cellular redox homeostasis. During the last decade, several approaches have been explored which employ such disturbed redox balances for the benefit of therapy. Compounds able to modulate the intracellular redox state of cells have been developed, which effectively, yet also selectively, appear to kill cancer cells and a range of pathogenic microorganisms. Among the various agents employed, certain redox catalysts have shown considerable promise since they are non-toxic on their own yet develop an effective, often selective cytotoxicity in the presence of the 'correct' intracellular redox partners. Aminoalkylation, amide coupling and multicomponent reactions are suitable synthetic methods to generate a vast number of such multifunctional catalysts, which are chemically diverse and, depending on their structure, exhibit various interesting biological activities. † Electronic supplementary information (ESI) available: Synthesis of compounds; SK-Mel-5 and HL-60 cell culture studies; activity assays against Plasmodium falciparum and Trichophyton rubrum; 58-cell line screening. See DOI: 10.1039/b907831b ‡ By contrast, cells found in hypoxic regions of tumours are often more reducing than normal cells, which is exploited in bioreductive drug therapy, e.g. by using Mitomycin C (MMC). 6 OS and bioreductive environments are not necessarily mutually exclusive.
Various human illnesses, including several types of cancer and infectious diseases, are related t... more Various human illnesses, including several types of cancer and infectious diseases, are related to changes in the cellular redox homeostasis. During the last decade, several approaches have been explored which employ such disturbed redox balances for the benefit of therapy. Compounds able to modulate the intracellular redox state of cells have been developed, which effectively, yet also selectively, appear to kill cancer cells and a range of pathogenic microorganisms. Among the various agents employed, certain redox catalysts have shown considerable promise since they are non-toxic on their own yet develop an effective, often selective cytotoxicity in the presence of the 'correct' intracellular redox partners. Aminoalkylation, amide coupling and multicomponent reactions are suitable synthetic methods to generate a vast number of such multifunctional catalysts, which are chemically diverse and, depending on their structure, exhibit various interesting biological activities. † Electronic supplementary information (ESI) available: Synthesis of compounds; SK-Mel-5 and HL-60 cell culture studies; activity assays against Plasmodium falciparum and Trichophyton rubrum; 58-cell line screening. See DOI: 10.1039/b907831b ‡ By contrast, cells found in hypoxic regions of tumours are often more reducing than normal cells, which is exploited in bioreductive drug therapy, e.g. by using Mitomycin C (MMC). 6 OS and bioreductive environments are not necessarily mutually exclusive.
Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologica... more Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologically active derivatives the title compound (I) is annulated to suitable electrophiles via cyclocondensation reactions. -(HAMAMA*, W. S.; ISMAIL, M. A.; SOLIMAN, M.; SHAABAN, S.; ZOOROB, H. H.; J. Heterocycl. Chem. 48 (2011) 5, 1169-1174, http://dx.doi.org/10.1002/jhet.628 ; Dep. Chem., Fac. Sci., Mansoura Univ., Mansoura, Egypt; Eng.) -G. Mueller 08-030
Various human illnesses, including several types of cancer and infectious diseases, are related t... more Various human illnesses, including several types of cancer and infectious diseases, are related to changes in the cellular redox homeostasis. During the last decade, several approaches have been explored which employ such disturbed redox balances for the benefit of therapy. Compounds able to modulate the intracellular redox state of cells have been developed, which effectively, yet also selectively, appear to kill cancer cells and a range of pathogenic microorganisms. Among the various agents employed, certain redox catalysts have shown considerable promise since they are non-toxic on their own yet develop an effective, often selective cytotoxicity in the presence of the 'correct' intracellular redox partners. Aminoalkylation, amide coupling and multicomponent reactions are suitable synthetic methods to generate a vast number of such multifunctional catalysts, which are chemically diverse and, depending on their structure, exhibit various interesting biological activities. † Electronic supplementary information (ESI) available: Synthesis of compounds; SK-Mel-5 and HL-60 cell culture studies; activity assays against Plasmodium falciparum and Trichophyton rubrum; 58-cell line screening. See
Increased generation of reactive oxygen species (ROS) and an altered redox status have long been ... more Increased generation of reactive oxygen species (ROS) and an altered redox status have long been observed in several types of cancer. This biochemical property of cancer cells might be exploited for therapeutic benefits since it might be possible to preferentially ...
antimicrobial activity against several microbes (B.megaterium, S.albus, E.coli, S.typhosa) and an... more antimicrobial activity against several microbes (B.megaterium, S.albus, E.coli, S.typhosa) and antitubercular activity against Mycobacterium tuberculosis H37 Rυ. -(MODHA, J. J.; PARMAR, J. M.; DATTA, N. J.; PAREKH*, H. H.; Indian J. Chem., Sect. B: Org.
This review deals with synthesis and reactions of 3-acetylindoles as well as their biological act... more This review deals with synthesis and reactions of 3-acetylindoles as well as their biological activities. The data published over the last few years on the methods of synthesis and chemical properties of 3-acetylindoles are reviewed here for the first time. O Ac Ac Ac 2 O Scheme 5.
Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologica... more Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologically active derivatives the title compound (I) is annulated to suitable electrophiles via cyclocondensation reactions. -(HAMAMA*, W. S.; ISMAIL, M. A.; SOLIMAN, M.; SHAABAN, S.; ZOOROB, H. H.; J. Heterocycl. Chem. 48 (2011) 5, 1169-1174, http://dx.doi.org/10.1002/jhet.628 ; Dep. Chem., Fac. Sci., Mansoura Univ., Mansoura, Egypt; Eng.) -G. Mueller 08-030
This review article includes a recent development in the chemistry of 4-thiazolidinones. Structur... more This review article includes a recent development in the chemistry of 4-thiazolidinones. Structure, basicity, synthetic aspects, reactions, and applications were also reported.
The marine-derived fungus Coniothyrium cereale was isolated from the green alga Enteromorpha sp. ... more The marine-derived fungus Coniothyrium cereale was isolated from the green alga Enteromorpha sp. and found to produce the new phenalenone derivatives 1-7 as well as the known compounds lactone 8, (-) sclerodin (9), lamellicolic anhydride (10), (-) scleroderolide (11), and (-) sclerodione (12). The structures of these closely related compounds were established from extensive spectroscopic investigations on the basis of one and two dimensional NMR spectroscopic studies ( 1 H, 13 C, COSY, NOESY, HSQC and HMBC) as well as mass spectrometric analysis (LC/MS, HREIMS and HRESIMS), UV and IR spectra. Compounds 5 and 11 showed the same antimicrobial activity toward Staphylococcus aureus SG 511 with an MIC value of 24 mM. The presence of a diketo-lactone ring as in compounds 5 and 11 was found to be essential for this activity. In agar diffusion assays with Mycobacterium phlei considerable inhibition zones were observed for compounds 2, 4 and 7. Compounds 1, 5 and 9 showed potent inhibition of human leukocyte elastase (HLE) with IC 50 values of 7.2, 13.3 and 10.9 mM, respectively. many † Electronic supplementary information (ESI) available: 1 H and 13 C NMR spectra and other relevant information are included for compounds 1-12. See
This review deals with synthesis and reactions of 3-acetylindoles as well as their biological act... more This review deals with synthesis and reactions of 3-acetylindoles as well as their biological activities. The data published over the last few years on the methods of synthesis and chemical properties of 3-acetylindoles are reviewed here for the first time. O Ac Ac Ac 2 O Scheme 5.
This review article includes a recent development in the chemistry of 4-thiazolidinones. Structur... more This review article includes a recent development in the chemistry of 4-thiazolidinones. Structure, basicity, synthetic aspects, reactions, and applications were also reported.
A new series of sulfur, selenium and tellurium peptidomimetic compounds was prepared employing th... more A new series of sulfur, selenium and tellurium peptidomimetic compounds was prepared employing the Passerini and Ugi isocyanide based multicomponent reactions (IMCRs). These reactions were clearly superior to conventional methods traditionally used for organoselenium and organotellurium synthesis, such as classical nucleophilic substitution and coupling methods. From the biological point of view, these compounds are of considerable interest because of suspected anticancer and antimicrobial activities. While the sulfur and selenium containing compounds generally did not show either anticancer or anti-microbial activities, their tellurium based counterparts frequently exhibited antimicrobial activity and were also cytotoxic. Some of the compounds synthesized even showed selective activity against certain cancer cells in cell culture. These compounds induced a cell cycle delay in the G0/G1 phase. At closer inspection, the ER and the actin cytoskeleton appeared to be the primary cellular targets of these tellu-rium compounds, in line with some of our previous studies. As most of these peptidomimetic compounds also comply with Lipinski's Rule of Five, they promise good bioavailability, which needs to be studied as part of future investigations.
Various human illnesses, including several types of cancer and infectious diseases, are related t... more Various human illnesses, including several types of cancer and infectious diseases, are related to changes in the cellular redox homeostasis. During the last decade, several approaches have been explored which employ such disturbed redox balances for the benefit of therapy. Compounds able to modulate the intracellular redox state of cells have been developed, which effectively, yet also selectively, appear to kill cancer cells and a range of pathogenic microorganisms. Among the various agents employed, certain redox catalysts have shown considerable promise since they are non-toxic on their own yet develop an effective, often selective cytotoxicity in the presence of the 'correct' intracellular redox partners. Aminoalkylation, amide coupling and multicomponent reactions are suitable synthetic methods to generate a vast number of such multifunctional catalysts, which are chemically diverse and, depending on their structure, exhibit various interesting biological activities. † Electronic supplementary information (ESI) available: Synthesis of compounds; SK-Mel-5 and HL-60 cell culture studies; activity assays against Plasmodium falciparum and Trichophyton rubrum; 58-cell line screening. See DOI: 10.1039/b907831b ‡ By contrast, cells found in hypoxic regions of tumours are often more reducing than normal cells, which is exploited in bioreductive drug therapy, e.g. by using Mitomycin C (MMC). 6 OS and bioreductive environments are not necessarily mutually exclusive.
Various human illnesses, including several types of cancer and infectious diseases, are related t... more Various human illnesses, including several types of cancer and infectious diseases, are related to changes in the cellular redox homeostasis. During the last decade, several approaches have been explored which employ such disturbed redox balances for the benefit of therapy. Compounds able to modulate the intracellular redox state of cells have been developed, which effectively, yet also selectively, appear to kill cancer cells and a range of pathogenic microorganisms. Among the various agents employed, certain redox catalysts have shown considerable promise since they are non-toxic on their own yet develop an effective, often selective cytotoxicity in the presence of the 'correct' intracellular redox partners. Aminoalkylation, amide coupling and multicomponent reactions are suitable synthetic methods to generate a vast number of such multifunctional catalysts, which are chemically diverse and, depending on their structure, exhibit various interesting biological activities. † Electronic supplementary information (ESI) available: Synthesis of compounds; SK-Mel-5 and HL-60 cell culture studies; activity assays against Plasmodium falciparum and Trichophyton rubrum; 58-cell line screening. See DOI: 10.1039/b907831b ‡ By contrast, cells found in hypoxic regions of tumours are often more reducing than normal cells, which is exploited in bioreductive drug therapy, e.g. by using Mitomycin C (MMC). 6 OS and bioreductive environments are not necessarily mutually exclusive.
Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologica... more Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologically active derivatives the title compound (I) is annulated to suitable electrophiles via cyclocondensation reactions. -(HAMAMA*, W. S.; ISMAIL, M. A.; SOLIMAN, M.; SHAABAN, S.; ZOOROB, H. H.; J. Heterocycl. Chem. 48 (2011) 5, 1169-1174, http://dx.doi.org/10.1002/jhet.628 ; Dep. Chem., Fac. Sci., Mansoura Univ., Mansoura, Egypt; Eng.) -G. Mueller 08-030
Various human illnesses, including several types of cancer and infectious diseases, are related t... more Various human illnesses, including several types of cancer and infectious diseases, are related to changes in the cellular redox homeostasis. During the last decade, several approaches have been explored which employ such disturbed redox balances for the benefit of therapy. Compounds able to modulate the intracellular redox state of cells have been developed, which effectively, yet also selectively, appear to kill cancer cells and a range of pathogenic microorganisms. Among the various agents employed, certain redox catalysts have shown considerable promise since they are non-toxic on their own yet develop an effective, often selective cytotoxicity in the presence of the 'correct' intracellular redox partners. Aminoalkylation, amide coupling and multicomponent reactions are suitable synthetic methods to generate a vast number of such multifunctional catalysts, which are chemically diverse and, depending on their structure, exhibit various interesting biological activities. † Electronic supplementary information (ESI) available: Synthesis of compounds; SK-Mel-5 and HL-60 cell culture studies; activity assays against Plasmodium falciparum and Trichophyton rubrum; 58-cell line screening. See
Increased generation of reactive oxygen species (ROS) and an altered redox status have long been ... more Increased generation of reactive oxygen species (ROS) and an altered redox status have long been observed in several types of cancer. This biochemical property of cancer cells might be exploited for therapeutic benefits since it might be possible to preferentially ...
antimicrobial activity against several microbes (B.megaterium, S.albus, E.coli, S.typhosa) and an... more antimicrobial activity against several microbes (B.megaterium, S.albus, E.coli, S.typhosa) and antitubercular activity against Mycobacterium tuberculosis H37 Rυ. -(MODHA, J. J.; PARMAR, J. M.; DATTA, N. J.; PAREKH*, H. H.; Indian J. Chem., Sect. B: Org.
This review deals with synthesis and reactions of 3-acetylindoles as well as their biological act... more This review deals with synthesis and reactions of 3-acetylindoles as well as their biological activities. The data published over the last few years on the methods of synthesis and chemical properties of 3-acetylindoles are reviewed here for the first time. O Ac Ac Ac 2 O Scheme 5.
Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologica... more Behavior of 2-Iminothiazolidin-4-one with Different Reagents. -With a view to obtaining biologically active derivatives the title compound (I) is annulated to suitable electrophiles via cyclocondensation reactions. -(HAMAMA*, W. S.; ISMAIL, M. A.; SOLIMAN, M.; SHAABAN, S.; ZOOROB, H. H.; J. Heterocycl. Chem. 48 (2011) 5, 1169-1174, http://dx.doi.org/10.1002/jhet.628 ; Dep. Chem., Fac. Sci., Mansoura Univ., Mansoura, Egypt; Eng.) -G. Mueller 08-030
This review article includes a recent development in the chemistry of 4-thiazolidinones. Structur... more This review article includes a recent development in the chemistry of 4-thiazolidinones. Structure, basicity, synthetic aspects, reactions, and applications were also reported.
The marine-derived fungus Coniothyrium cereale was isolated from the green alga Enteromorpha sp. ... more The marine-derived fungus Coniothyrium cereale was isolated from the green alga Enteromorpha sp. and found to produce the new phenalenone derivatives 1-7 as well as the known compounds lactone 8, (-) sclerodin (9), lamellicolic anhydride (10), (-) scleroderolide (11), and (-) sclerodione (12). The structures of these closely related compounds were established from extensive spectroscopic investigations on the basis of one and two dimensional NMR spectroscopic studies ( 1 H, 13 C, COSY, NOESY, HSQC and HMBC) as well as mass spectrometric analysis (LC/MS, HREIMS and HRESIMS), UV and IR spectra. Compounds 5 and 11 showed the same antimicrobial activity toward Staphylococcus aureus SG 511 with an MIC value of 24 mM. The presence of a diketo-lactone ring as in compounds 5 and 11 was found to be essential for this activity. In agar diffusion assays with Mycobacterium phlei considerable inhibition zones were observed for compounds 2, 4 and 7. Compounds 1, 5 and 9 showed potent inhibition of human leukocyte elastase (HLE) with IC 50 values of 7.2, 13.3 and 10.9 mM, respectively. many † Electronic supplementary information (ESI) available: 1 H and 13 C NMR spectra and other relevant information are included for compounds 1-12. See
This review deals with synthesis and reactions of 3-acetylindoles as well as their biological act... more This review deals with synthesis and reactions of 3-acetylindoles as well as their biological activities. The data published over the last few years on the methods of synthesis and chemical properties of 3-acetylindoles are reviewed here for the first time. O Ac Ac Ac 2 O Scheme 5.
This review article includes a recent development in the chemistry of 4-thiazolidinones. Structur... more This review article includes a recent development in the chemistry of 4-thiazolidinones. Structure, basicity, synthetic aspects, reactions, and applications were also reported.
Uploads
Papers by Saad Shaaban